2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid phenyl ester | 203259-94-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid phenyl ester
• 英文别名: phenyl 6-cyano-3,4-dihydro-2H-pyridine-1-carboxylate
• CAS: 203259-94-3
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: UZPXHXMJWZNBEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  53.33
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid phenyl ester 反应 72.0h， 以96%的产率得到1-(pyrrolidine-1-carbonyl)-3,4-dihydro-2H-pyridine-6-carbonitrile
  参考文献：
  名称：

  Reactivity of 2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid esters towards various nucleophiles: Regio- and stereoselectivity of the attack

  摘要：

  The synthesis and reactivity of the title compounds towards nucleophiles are discussed. The regio-and diastereoselectivity of the attack is highly dependent on the carbamic ester and the type of nucleophile applied. Both Michael type addition across the activated double bond and S(N)2T reaction at the carbamate carbon atom were observed. Structure assignment of the adducts in solution and in the solid state was performed utilizing high temperature NMR techniques as well as single crystal X-ray diffraction.

  DOI：

  10.1007/bf00806971
• 作为产物：
  描述：

  在 四氯化钛 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid phenyl ester
  参考文献：
  名称：

  Reactivity of 2-cyano-1,4,5,6-tetrahydro-1-pyridinecarboxylic acid esters towards various nucleophiles: Regio- and stereoselectivity of the attack

  摘要：

  The synthesis and reactivity of the title compounds towards nucleophiles are discussed. The regio-and diastereoselectivity of the attack is highly dependent on the carbamic ester and the type of nucleophile applied. Both Michael type addition across the activated double bond and S(N)2T reaction at the carbamate carbon atom were observed. Structure assignment of the adducts in solution and in the solid state was performed utilizing high temperature NMR techniques as well as single crystal X-ray diffraction.

  DOI：

  10.1007/bf00806971